# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 00:21:25 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (2S)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C[C@H](O)COc1ccc(Nc2ncc(Br)c(Nc3ccccc3)n2)cc1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 BWP  BWP  (2S)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol  ligand  53  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BWP
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 BWP  C22   C   CH2   0  -0.177   0.3822   0.2990   5.8142
 BWP  N1    N   N     0  -0.485  -1.5219  -0.4012  -1.5753
 BWP  C2    C   CR16  0   0.018  -2.1853  -0.4729  -2.7244
 BWP  C6    C   CR6   0   0.622  -0.2057  -0.2628  -1.6810
 BWP  C4    C   CR6   0   0.609  -0.1664  -0.2688  -3.9687
 BWP  C3    C   CR6   0  -0.324  -1.5780  -0.4134  -3.9547
 BWP  N5    N   N     0  -0.526   0.4841  -0.1977  -2.8222
 BWP  C11   C   CR16  0  -0.272   4.5840   0.2172  -6.0831
 BWP  C10   C   CR16  0  -0.243   3.6634  -0.2739  -7.0002
 BWP  C9    C   CR16  0  -0.355   2.3323  -0.4148  -6.6490
 BWP  C8    C   CR6   0   0.365   1.8884  -0.0628  -5.3705
 BWP  C12   C   CR16  0  -0.248   4.1441   0.5708  -4.8163
 BWP  C17   C   CR16  0  -0.342  -1.2318  -0.5671   2.6725
 BWP  C16   C   CR16  0  -0.287  -1.0073  -0.5912   1.3071
 BWP  C13   C   CR16  0  -0.299   2.8104   0.4400  -4.4508
 BWP  C15   C   CR6   0   0.340   0.2169  -0.1628   0.7871
 BWP  C18   C   CR6   0   0.373  -0.2546  -0.1253   3.5620
 BWP  C19   C   CR16  0  -0.370   0.9688   0.2971   3.0509
 BWP  C20   C   CR16  0  -0.337   1.1904   0.2776   1.6818
 BWP  O21   O   O2    0  -0.479  -0.5764  -0.1425   4.8728
 BWP  N7    N   NH1   0  -0.775   0.5169  -0.2078  -5.1333
 BWP  BR    BR  BR    0  -0.021  -2.6095  -0.5140  -5.5233
 BWP  C23   C   CH1   0   0.005  -0.2148   0.1553   7.1953
 BWP  C24   C   CH2   0  -0.308   0.7183   0.7832   8.2350
 BWP  N25   N   NT    0  -0.439   0.3264   0.3564   9.5660
 BWP  C26   C   CH3   0  -0.514   1.4159   0.4235  10.5183
 BWP  C27   C   CH3   0  -0.525  -0.8439   1.0571  10.0589
 BWP  O28   O   OH1   0  -0.682  -0.4059  -1.2052   7.4926
 BWP  H221  H   HCH2  0   0.224   1.3006  -0.2970   5.7441
 BWP  H222  H   HCH2  0   0.226   0.6459   1.3487   5.6359
 BWP  H2    H   HCR6  0   0.285  -3.2621  -0.5810  -2.6508
 BWP  H10   H   HCR6  0   0.260   3.9796  -0.5554  -7.9961
 BWP  H9    H   HCR6  0   0.269   1.6251  -0.8003  -7.3748
 BWP  H12   H   HCR6  0   0.258   4.8455   0.9611  -4.0898
 BWP  H17   H   HCR6  0   0.262  -2.1864  -0.9042   3.0573
 BWP  H16   H   HCR6  0   0.280  -1.7897  -0.9392   0.6525
 BWP  H13   H   HCR6  0   0.281   2.4997   0.7277  -3.4607
 BWP  H19   H   HCR6  0   0.280   1.7642   0.6504   3.6929
 BWP  H20   H   HCR6  0   0.271   2.1489   0.6177   1.3078
 BWP  H7    H   HNH1  0   0.416  -0.0226  -0.3699  -5.9703
 BWP  H23   H   HCH1  0   0.207  -1.1747   0.6952   7.2047
 BWP  H241  H   HCH2  0   0.221   0.7296   1.8773   8.1212
 BWP  H242  H   HCH2  0   0.241   1.7384   0.4309   8.0562
 BWP  H261  H   HCH3  0   0.236   1.0983  -0.0015  11.4711
 BWP  H262  H   HCH3  0   0.238   2.2656  -0.1576  10.1593
 BWP  H263  H   HCH3  0   0.200   1.7623   1.4494  10.7079
 BWP  H271  H   HCH3  0   0.240  -1.6791   0.9557   9.3659
 BWP  H272  H   HCH3  0   0.240  -1.1551   0.6275  11.0113
 BWP  H273  H   HCH3  0   0.205  -0.6624   2.1305  10.2129
 BWP  H28   H   HOH1  0   0.439  -0.2952  -1.2589   8.4572
 BWP  N14   N   NH1   0  -0.766   0.5609  -0.1718  -0.5669
 BWP  H11   H   HCR6  0   0.255   5.6262   0.3239  -6.3529
 BWP  H14   H   HNH1  0   0.409   1.5384  -0.0187  -0.7636

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 BWP  C22  O21   single    1.414  0.020  1.414
 BWP  C22  C23   single    1.512  0.020  1.512
 BWP  C22  H221  single    0.970  0.020  1.090
 BWP  C22  H222  single    0.970  0.020  1.090
 BWP  N1   C2    aromatic  1.329  0.020  1.329
 BWP  N1   C6    aromatic  1.328  0.020  1.328
 BWP  C2   C3    aromatic  1.373  0.020  1.373
 BWP  C2   H2    single    0.930  0.020  1.080
 BWP  C6   N5    aromatic  1.335  0.020  1.335
 BWP  C6   N14   single    1.355  0.020  1.355
 BWP  C4   C3    aromatic  1.419  0.020  1.419
 BWP  C4   N5    aromatic  1.320  0.020  1.320
 BWP  C4   N7    single    1.352  0.020  1.352
 BWP  C3   BR    single    1.880  0.020  1.880
 BWP  C11  C10   aromatic  1.389  0.020  1.389
 BWP  C11  C12   aromatic  1.387  0.020  1.387
 BWP  C11  H11   single    0.930  0.020  1.080
 BWP  C10  C9    aromatic  1.384  0.020  1.384
 BWP  C10  H10   single    0.930  0.020  1.080
 BWP  C9   C8    aromatic  1.398  0.020  1.398
 BWP  C9   H9    single    0.930  0.020  1.080
 BWP  C8   C13   aromatic  1.396  0.020  1.396
 BWP  C8   N7    single    1.399  0.020  1.399
 BWP  C12  C13   aromatic  1.389  0.020  1.389
 BWP  C12  H12   single    0.930  0.020  1.080
 BWP  C17  C16   aromatic  1.384  0.020  1.384
 BWP  C17  C18   aromatic  1.393  0.020  1.393
 BWP  C17  H17   single    0.930  0.020  1.080
 BWP  C16  C15   aromatic  1.397  0.020  1.397
 BWP  C16  H16   single    0.930  0.020  1.080
 BWP  C13  H13   single    0.930  0.020  1.080
 BWP  C15  C20   aromatic  1.394  0.020  1.394
 BWP  C15  N14   single    1.397  0.020  1.397
 BWP  C18  C19   aromatic  1.392  0.020  1.392
 BWP  C18  O21   single    1.350  0.020  1.350
 BWP  C19  C20   aromatic  1.387  0.020  1.387
 BWP  C19  H19   single    0.930  0.020  1.080
 BWP  C20  H20   single    0.930  0.020  1.080
 BWP  N7   H7    single    0.860  0.020  1.020
 BWP  N14  H14   single    0.860  0.020  1.020
 BWP  C23  C24   single    1.532  0.020  1.532
 BWP  C23  O28   single    1.406  0.020  1.406
 BWP  C23  H23   single    0.970  0.020  1.090
 BWP  C24  N25   single    1.452  0.020  1.452
 BWP  C24  H241  single    0.970  0.020  1.090
 BWP  C24  H242  single    0.970  0.020  1.090
 BWP  N25  C26   single    1.449  0.020  1.449
 BWP  N25  C27   single    1.450  0.020  1.450
 BWP  C26  H261  single    0.970  0.020  1.090
 BWP  C26  H262  single    0.970  0.020  1.090
 BWP  C26  H263  single    0.970  0.020  1.090
 BWP  C27  H271  single    0.970  0.020  1.090
 BWP  C27  H272  single    0.970  0.020  1.090
 BWP  C27  H273  single    0.970  0.020  1.090
 BWP  O28  H28   single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 BWP  H222  C22  H221  107.95  3.000
 BWP  H222  C22  C23   109.54  3.000
 BWP  H221  C22  C23   109.72  3.000
 BWP  H222  C22  O21   110.70  3.000
 BWP  H221  C22  O21   110.82  3.000
 BWP  C23   C22  O21   108.11  3.000
 BWP  C6    N1   C2    115.58  3.000
 BWP  H2    C2   C3    120.27  3.000
 BWP  H2    C2   N1    116.25  3.000
 BWP  C3    C2   N1    123.48  3.000
 BWP  N14   C6   N5    114.02  3.000
 BWP  N14   C6   N1    120.15  3.000
 BWP  N5    C6   N1    125.83  3.000
 BWP  N7    C4   N5    119.79  3.000
 BWP  N7    C4   C3    121.06  3.000
 BWP  N5    C4   C3    119.15  3.000
 BWP  BR    C3   C4    122.89  3.000
 BWP  BR    C3   C2    120.17  3.000
 BWP  C4    C3   C2    116.95  3.000
 BWP  C4    N5   C6    119.02  3.000
 BWP  H11   C11  C12   120.55  3.000
 BWP  H11   C11  C10   120.57  3.000
 BWP  C12   C11  C10   118.88  3.000
 BWP  H10   C10  C9    119.22  3.000
 BWP  H10   C10  C11   120.39  3.000
 BWP  C9    C10  C11   120.39  3.000
 BWP  H9    C9   C8    119.64  3.000
 BWP  H9    C9   C10   119.58  3.000
 BWP  C8    C9   C10   120.78  3.000
 BWP  N7    C8   C13   124.96  3.000
 BWP  N7    C8   C9    116.10  3.000
 BWP  C13   C8   C9    118.91  3.000
 BWP  H12   C12  C13   118.65  3.000
 BWP  H12   C12  C11   119.95  3.000
 BWP  C13   C12  C11   121.40  3.000
 BWP  H17   C17  C18   119.34  3.000
 BWP  H17   C17  C16   119.22  3.000
 BWP  C18   C17  C16   121.44  3.000
 BWP  H16   C16  C15   120.59  3.000
 BWP  H16   C16  C17   119.15  3.000
 BWP  C15   C16  C17   120.26  3.000
 BWP  H13   C13  C12   119.59  3.000
 BWP  H13   C13  C8    120.76  3.000
 BWP  C12   C13  C8    119.65  3.000
 BWP  N14   C15  C20   116.89  3.000
 BWP  N14   C15  C16   125.06  3.000
 BWP  C20   C15  C16   118.03  3.000
 BWP  O21   C18  C19   124.76  3.000
 BWP  O21   C18  C17   116.66  3.000
 BWP  C19   C18  C17   118.58  3.000
 BWP  H19   C19  C20   118.23  3.000
 BWP  H19   C19  C18   121.85  3.000
 BWP  C20   C19  C18   119.91  3.000
 BWP  H20   C20  C19   118.52  3.000
 BWP  H20   C20  C15   119.70  3.000
 BWP  C19   C20  C15   121.78  3.000
 BWP  C18   O21  C22   118.74  3.000
 BWP  H7    N7   C8    113.58  3.000
 BWP  H7    N7   C4    115.93  3.000
 BWP  C8    N7   C4    130.25  3.000
 BWP  H23   C23  O28   110.75  3.000
 BWP  H23   C23  C24   108.92  3.000
 BWP  O28   C23  C24   109.64  3.000
 BWP  H23   C23  C22   107.78  3.000
 BWP  O28   C23  C22   109.81  3.000
 BWP  C24   C23  C22   109.92  3.000
 BWP  H242  C24  H241  107.09  3.000
 BWP  H242  C24  N25   107.88  3.000
 BWP  H241  C24  N25   112.96  3.000
 BWP  H242  C24  C23   108.97  3.000
 BWP  H241  C24  C23   110.10  3.000
 BWP  N25   C24  C23   109.71  3.000
 BWP  C27   N25  C26   111.17  3.000
 BWP  C27   N25  C24   112.79  3.000
 BWP  C26   N25  C24   112.71  3.000
 BWP  H263  C26  H262  107.98  3.000
 BWP  H263  C26  H261  107.74  3.000
 BWP  H262  C26  H261  107.88  3.000
 BWP  H263  C26  N25   113.18  3.000
 BWP  H262  C26  N25   110.18  3.000
 BWP  H261  C26  N25   109.71  3.000
 BWP  H273  C27  H272  108.03  3.000
 BWP  H273  C27  H271  107.84  3.000
 BWP  H272  C27  H271  107.47  3.000
 BWP  H273  C27  N25   112.71  3.000
 BWP  H272  C27  N25   109.68  3.000
 BWP  H271  C27  N25   110.93  3.000
 BWP  H28   O28  C23   104.34  3.000
 BWP  H14   N14  C15   115.25  3.000
 BWP  H14   N14  C6    113.45  3.000
 BWP  C15   N14  C6    131.13  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 BWP  CONST_01  C4    C3   C2   N1      0.00   0.0  0
 BWP  CONST_02  C4    N5   C6   N1      0.00   0.0  0
 BWP  CONST_03  N5    C6   N1   C2      0.00   0.0  0
 BWP  CONST_04  N5    C4   C3   C2      0.00   0.0  0
 BWP  CONST_05  C3    C2   N1   C6      0.00   0.0  0
 BWP  CONST_06  C3    C4   N5   C6      0.00   0.0  0
 BWP  CONST_07  C8    C9   C10  C11     0.00   0.0  0
 BWP  CONST_08  C8    C13  C12  C11     0.00   0.0  0
 BWP  CONST_09  C13   C12  C11  C10     0.00   0.0  0
 BWP  CONST_10  C13   C8   C9   C10     0.00   0.0  0
 BWP  CONST_11  C12   C11  C10  C9      0.00   0.0  0
 BWP  CONST_12  C12   C13  C8   C9      0.00   0.0  0
 BWP  CONST_13  C20   C15  C16  C17     0.00   0.0  0
 BWP  CONST_14  C20   C19  C18  C17     0.00   0.0  0
 BWP  CONST_15  C19   C18  C17  C16     0.00   0.0  0
 BWP  CONST_16  C19   C20  C15  C16     0.00   0.0  0
 BWP  CONST_17  C18   C17  C16  C15     0.00   0.0  0
 BWP  CONST_18  C18   C19  C20  C15     0.00   0.0  0
 BWP  CONST_19  BR    C3   C2   N1    180.00   0.0  0
 BWP  CONST_20  N14   C6   N1   C2    180.00   0.0  0
 BWP  CONST_21  N7    C4   C3   C2    180.00   0.0  0
 BWP  CONST_22  N7    C4   N5   C6    180.00   0.0  0
 BWP  CONST_23  N14   C6   N5   C4    180.00   0.0  0
 BWP  CONST_24  BR    C3   C4   N5    180.00   0.0  0
 BWP  CONST_25  N7    C8   C9   C10   180.00   0.0  0
 BWP  CONST_26  N7    C8   C13  C12   180.00   0.0  0
 BWP  CONST_27  N14   C15  C16  C17   180.00   0.0  0
 BWP  CONST_28  O21   C18  C17  C16   180.00   0.0  0
 BWP  CONST_29  N14   C15  C20  C19   180.00   0.0  0
 BWP  CONST_30  O21   C18  C19  C20   180.00   0.0  0
 BWP  CONST_31  H2    C2   N1   C6    180.00   0.0  0
 BWP  CONST_32  H9    C9   C10  C11   180.00   0.0  0
 BWP  CONST_33  H13   C13  C12  C11   180.00   0.0  0
 BWP  CONST_34  H12   C12  C11  C10   180.00   0.0  0
 BWP  CONST_35  H11   C11  C10  C9    180.00   0.0  0
 BWP  CONST_36  H10   C10  C9   C8    180.00   0.0  0
 BWP  CONST_37  H19   C19  C18  C17   180.00   0.0  0
 BWP  CONST_38  H20   C20  C15  C16   180.00   0.0  0
 BWP  CONST_39  H17   C17  C16  C15   180.00   0.0  0
 BWP  CONST_40  H16   C16  C17  C18   180.00   0.0  0
 BWP  Var_01    C15   N14  C6   N1     -1.80  30.0  2
 BWP  Var_02    C16   C15  N14  C6     17.48  30.0  2
 BWP  Var_03    C9    C8   N7   C4    162.21  30.0  2
 BWP  Var_04    C8    N7   C4   C3    179.66  30.0  2
 BWP  Var_05    C17   C18  O21  C22  -179.89  30.0  3
 BWP  Var_06    C23   C22  O21  C18  -178.99  30.0  1
 BWP  Var_07    C26   N25  C24  C23   155.98  30.0  3
 BWP  Var_08    H261  C26  N25  C24  -174.26  30.0  3
 BWP  Var_09    H271  C27  N25  C24    55.55  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 BWP  chir_01  C23  C22  C24  O28  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 BWP  plan-1  N1   0.020
 BWP  plan-1  C2   0.020
 BWP  plan-1  C6   0.020
 BWP  plan-1  C4   0.020
 BWP  plan-1  C3   0.020
 BWP  plan-1  N5   0.020
 BWP  plan-1  N7   0.020
 BWP  plan-1  BR   0.020
 BWP  plan-1  H2   0.020
 BWP  plan-1  N14  0.020
 BWP  plan-2  C11  0.020
 BWP  plan-2  C10  0.020
 BWP  plan-2  C9   0.020
 BWP  plan-2  C8   0.020
 BWP  plan-2  C12  0.020
 BWP  plan-2  C13  0.020
 BWP  plan-2  N7   0.020
 BWP  plan-2  H10  0.020
 BWP  plan-2  H9   0.020
 BWP  plan-2  H12  0.020
 BWP  plan-2  H13  0.020
 BWP  plan-2  H11  0.020
 BWP  plan-3  C17  0.020
 BWP  plan-3  C16  0.020
 BWP  plan-3  C15  0.020
 BWP  plan-3  C18  0.020
 BWP  plan-3  C19  0.020
 BWP  plan-3  C20  0.020
 BWP  plan-3  O21  0.020
 BWP  plan-3  H17  0.020
 BWP  plan-3  H16  0.020
 BWP  plan-3  H19  0.020
 BWP  plan-3  H20  0.020
 BWP  plan-3  N14  0.020

